🎶 Tampa Bay Weekend Events Guide (January 16–18, 2026)

From intimate songwriter sets and legendary performers to comedy, sports, art, and high-energy festivals, Tampa Bay is packed with options this weekend. Here’s your day-by-day guide so you can plan accordingly.

Thursday, January 15

Matt Pond PA

Jack Kerouac House | 7:00 PM

Indie-folk favorite Matt Pond brings his emotionally rich songwriting to the intimate and historic Jack Kerouac House. Expect a stripped-down, heartfelt performance that feels more like a living room concert than a traditional show—perfect for fans who love lyrical depth and close-up vibes.

Friday, January 16

Kevin James

Story continues

TRENDING NOW

LATEST LOCAL NEWS